Family-friendly vacation rentals in Cypress Lake

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Cypress Lake

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favourite

Cottage in Matlacha

4.88 out of 5 average rating, 136 reviews

Mojito Island Cottage

Update: In September 2022 we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our canal. New large kitchen and one block from art galleries, restaurants and bars.

Sep. 5 – 12

$196 CAD per night

Superhost

Home in Fort Myers

4.86 out of 5 average rating, 564 reviews

Vacation house next to Sanibel / free amenities

Stay on adventure's doorstep! Biking distance (5 miles) to FMB and Sanibel island (beaches, salt water fishing, paddle boarding, kayaking ). Are guests enjoy free amenities: 1. Breakfast items (eggs, bagels, apples, coffee and tea) 2. Cruise style bikes, 2 x SUP 3. Beach chairs (Rio - Beach) 4. Beach umbrella 5. Cooler and beach towels 6. Secured Wi-Fi 7. Amazon TV, Hulu, Disney +, ESPN + and Netflix 8. Parking for two cars 9. Washer and dryer 10. BBQ 11. Kids toys and books and more....

Sep. 15 – 22

$168 CAD per night

Guest favourite

Guesthouse in Fort Myers

4.98 out of 5 average rating, 622 reviews

Hints of Key West in Fort Myers' Historic District

Tucked away in tranquil Dean Park Historic District. Built in 1925, this carriage house has been completely renovated in 2016. It is over a garage, there are stairs. Stroll to downtown Fort Myers River District, and enjoy the restaurants, nightlife, and cultural events. Take advantage of all the activities the area has to offer, and at the end of the day come back to this peaceful oasis. Our place can accommodate couples, older child (twin air mattress available), business travelers. No pets.

Jul. 8 – 15

$211 CAD per night

Guest favourite

Home in Cape Coral

4.87 out of 5 average rating, 179 reviews

Recently Renovated Home with Pool in SW Cape Coral

The perfect getaway for families at our recently renovated house with pool and grill! Half an hour by car from famous beaches. Create lasting memories. Relax in the comfortable living area, and unwind in well-appointed bedrooms. Outside, make a splash in the refreshing pool or sizzle up a feast on the grill. Explore beaches, dine at charming restaurants, and enjoy outdoor activities. We ensure a memorable stay. Book now for an unforgettable family vacation! Pool heater from November to March.

Oct. 9 – 16

$245 CAD per night

Guest favourite

Home in Fort Myers

4.8 out of 5 average rating, 266 reviews

Amazon Bungalow near Sanibel & Fort Myers Beach

Tropical setting. Peaceful/quite neighborhood. Bunche Beach 2 miles, Sanibel Island 3.5 miles, Fort Myers Bch 5 miles. Home is set up as a duplex, with TWO COMPLETELY SEPERATE & PRIVATE entrances, kitchens, living rooms, bedrooms, bathrooms & laundry rooms for COMPLETE PRIVACY. The Bungalow is a 1 King bed, 1 full bathroom & shower with large living room, kitchen & porch. Perfect for Couples! • 1/2 mile to Restaurants and Shopping • Close to Shellpoint Golf-Course • FREE Wi-Fi and Cable-TV

Aug. 21 – 28

$193 CAD per night

Guest favourite

Home in Fort Myers

4.92 out of 5 average rating, 100 reviews

White Swallow Cabanas ! Relax close to the beach.

Our home is close to the beaches, art and culture, restaurants and dining, shopping. Five minutes to Sanibel Island & 10 minutes to Ft. Myers Beach. You’ll love our place because it's situated in an old traditional neighborhood. Great ambiance, WiFi, washer & dryer, fully stocked and outdoors space. Our place is geared for couples or snowbirds who want to relax or the solo adventurer and business traveler who is tired of staying in hotels and needs a space to unplug. Screened in porch too!

Jun. 16 – 23

$194 CAD per night

Guest favourite

Guesthouse in Fort Myers

4.97 out of 5 average rating, 280 reviews

Chameleon Guest Cabana

The 300 Sq Ft Cabana Studio Apartment with Separate full Bathroom!! The Cabana with mini fridge, microwave, Keurig and toaster is completely private and was built in 1925 and recently updated is tucked away in a lovely established and historic neighborhood very close (walking distance) to The Edison Ford Winter Estates. Downtown Ft. Myers is a walkable distance if you are accustomed to walking but may be a little far for some. The neighborhood is very safe and quiet. Safe Travels

Jan. 8 – 15

$163 CAD per night

Guest favourite

Apartment in Fort Myers Beach

4.9 out of 5 average rating, 194 reviews

Mermaid Oasis

Ft Myers beach Bonita Mermaid Oasis’s dream getaway! 1 bedroom King bed , full kitchen, spacious living room, sofa sleeper couch, beautiful balcony. Bathroom with a Jacuzzi tub, walk-in shower, private toilet area. The beautiful bay and pool invite you to come play. Flippers 5-star restaurant on the property. You can enjoy water sports long walks on Lovers Key Beach across the street. Only minutes to Bonita Naples and Ft. Myers beach, reviews say it all!

Jun. 13 – 20

$220 CAD per night

Guest favourite

Home in Cape Coral

4.95 out of 5 average rating, 256 reviews

Luxurious Escape

Centrally located close to restaurants, supermarkets and malls , is 30 minutes to Fort Myers Beach, Sanibel and Captiva. All amenities provided. Guests that have stayed at this property have stress how clean and spotless is this house, UV system in air conditioner system to eliminate viruses, meticulously cleansed after each guest stay. Beach towels, chairs, umbrella provided. Beach in town just reopened after Ian and is better than ever 5 minutes see the pictures.

Mar. 12 – 19

$214 CAD per night

Guest favourite

Cottage in Fort Myers

4.93 out of 5 average rating, 128 reviews

Cozy Cottage with heated pool and wifi !

Welcome to the newly remodeled cozy cottage! This home provides everything you will need for a fun, relaxing vacation. Enjoy all the comforts of home with a full kitchen, bathroom, Roku TV, private WIFI, washer/dryer, and community pool. This one bedroom/ one bath unit is perfect for you to explore all the amazing sights in the Fort Myers area. 15 miles from most beaches, convenient to shopping, plenty to see between fort myers, bonita springs, and Naples.

Jun. 4 – 11

$201 CAD per night

Guest favourite

Home in Cape Coral

4.9 out of 5 average rating, 245 reviews

Your Private Waterfront Escape: Pool & Gulf Access

Experience the ultimate getaway at our stunning Gulf-access canal front pool home. Whether it's a weekend escape or an extended vacation, this is the perfect destination. Conveniently located just minutes from Fort Myers, Fort Myers Beach, Sanibel Island, and Naples, you'll have endless opportunities for adventure. Take advantage of our boat rental option and dock it right at the house for an unforgettable experience. Paradise awaits you here!

Jun. 2 – 9

$316 CAD per night

Guest favourite

Condo in Fort Myers

4.96 out of 5 average rating, 101 reviews

Fort Myers 2nd Flr Lakefront 3/2 Resort Condo

3/2 Resort Style condo with Lakeview on 2nd Floor. Resort style amenities at Clubhouse with Gym, billards table, and pool. The condo is near the Edison shopping Mall and all the restaurants along US41 as well. *Please note for the Winter months of January thru March we are looking for guests to stay a minimum of 28 days in each month. It allows us to schedule the remaining months easier than if part of a month is taken.

Jul. 4 – 11

$315 CAD per night